Dergiler / Turkish Journal of Chemistry / 2009 / Cilt: 33 - Sayı: 3

Synthesis, Characterization, and Optical Properties of Novel 2,5-Bis[4-(2-(-arylvinyl)phenyl]-1,3,4-oxadiazoles

Sayfa
393–397
DOI
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Özet

Six novel 2,5-bis[4-(2-arylvinyl)phenyl]-1,3,4-oxadiazoles were synthesized by introducing 1,3,4-oxadiazole moiety into the stilbene skeleton. The synthesis route included the cyclization of p-toluic acid and hydrazine hydrate catalyzed by polyphosphoric acid (PPA), bromination of 1,3-dibromo-5,5-dimethylhydantoin (DBDMH), esterification, and the Wittig-Horner reaction. All the title compounds were characterized by 1H-NMR, MS, and elemental analysis. UV-Vis absorption and fluorescence emission spectra in THF solution were investigated; the compounds may have potential for use in organic optical materials.

Abstract

Six novel 2,5-bis[4-(2-arylvinyl)phenyl]-1,3,4-oxadiazoles were synthesized by introducing 1,3,4-oxadiazole moiety into the stilbene skeleton. The synthesis route included the cyclization of p-toluic acid and hydrazine hydrate catalyzed by polyphosphoric acid (PPA), bromination of 1,3-dibromo-5,5-dimethylhydantoin (DBDMH), esterification, and the Wittig-Horner reaction. All the title compounds were characterized by 1H-NMR, MS, and elemental analysis. UV-Vis absorption and fluorescence emission spectra in THF solution were investigated; the compounds may have potential for use in organic optical materials.

Anahtar kelimeler: Stilbene, 1, 3, 4-oxadiazole, synthesis.